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Note | Regular issue | Vol 51, No. 5, 1999, pp.1109-1118
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8474
■ 3',4-Dialkylthio-3,4'-diquinolinyl Sulfides with Nonidentical Alkyl Groups

Malgorzata Nowak, Krystian Pluta,* Malgorzata Szmielew, Maria J. Maslankiewicz, and Andrzej Maslankiewicz

*Department of Organic Chemistry, The Medical University of Silesia, Jagiellonska Str. 4, 41-200 Sosnowiec, Poland

Abstract

3’,4-Dialkylthio-3,4’-diquinolinyl sulfides (6) were obtained by three methods in the reaction of thioquinanthrene (1) with sodium hydrosulfide followed by sequential S-alkylation of the 3- and 4-thiolate functions. Competitive S-alkylation of 3- and 4-qui-nolinethiolates (4) and (10) in DMSO showed three times greater susceptibility of the 3-thiolate function to the alkylating agent than the 4-thiolate function. 4-Quinolinethio-lates (3) were converted into 4(1H)-quinolinethiones (8).